24 days in Kentucky Itinerary

24 days in Kentucky Itinerary

Created using Inspirock Kentucky trip itinerary planner

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Route & dates

24 days in Kentucky Itinerary

Start: College Station
Fly + Drive:  7​h 45​min
1
Middlesboro
— 3 nights
Drive:  1​h 45​min
2
Berea
— 4 nights
Drive:  1​h 15​min
3
Georgetown
— 4 nights
Drive:  2​h 15​min
4
Cave City
— 4 nights
Drive:  2​h 15​min
5
Cadiz
— 3 nights
Drive:  3​h
6
Bardstown
— 5 nights
Fly:  5​h 45​min
End: College Station

3
nights
Middlesboro

Middlesboro ©
Middlesboro is a home rule-class city in Bell County, Kentucky, United States. Step off the beaten path and head to Harland Sanders Cafe and Museum and Natural Arch Scenic Area. Escape the urban bustle at Yahoo Falls and Cumberland Gap National Historical Park. When in Middlesboro, make a side trip to see Sanders Park in Corbin, approximately 48 minutes away. Next up on the itinerary: immerse yourself in nature at Pine Mountain State Resort Park.

Make your Middlesboro itinerary with Inspirock to find out what to see and where to go.

College Station to Middlesboro is an approximately 8-hour flight. You can also drive. Traveling from College Station in September, things will get little chillier in Middlesboro: highs are around 80°F and lows about 58°F. Finish your sightseeing early on the 10th (Mon) so you can travel to Berea.

Things to do in Middlesboro

Parks Nature Historic Sites

Side Trips

Whitley City, Corbin, Pine Mountain State Resort Park
Highlights from your plan
Pine Mountain State Resort Park ©
Pine Mountain State Resort Park
Harland Sanders Cafe and Museum ©
Harland Sanders Cafe and Museum

4
nights
Berea

Berea ©
Berea is a home rule-class city in Madison County, Kentucky, in the United States. Museum-lovers will get to explore Kentucky Artisan Center at Berea and Berea Arts Council. Get in touch with nature at Berea Pinnacles and Nada Tunnel. Explore Berea's surroundings by going to Harrodsburg (Old Fort Harrod State Park & Shaker Village of Pleasant Hill), Levi Jackson Wilderness Road State Park (in London) and The Great American Dollhouse Museum (in Danville). Next up on the itinerary: admire the majestic nature at Fort Boonesborough State Park, look for gifts at Weston Glass Studio, pause for some serene contemplation at Union Church, and contemplate the long history of White Hall State Historic Site.

For photos, traveler tips, ratings, and tourist information, read Berea route app .

Drive from Middlesboro to Berea in 2 hours. The time zone difference when traveling from Middlesboro to Berea is 1 hour. September in Berea sees daily highs of 78°F and lows of 57°F at night. Finish your sightseeing early on the 14th (Fri) to allow enough time to travel to Georgetown.

Things to do in Berea

Parks Nature Historic Sites

Side Trips

Harrodsburg, Richmond, Levi Jackson Wilderness Road State Park, Nada Tunnel, The Great American Dollhouse Museum
Highlights from your plan
Kentucky Artisan Center at Berea ©
Kentucky Artisan Center at Berea
Shaker Village of Pleasant Hill ©
Shaker Village of Pleasant Hill
The Great American Dollhouse Museum ©

4
nights
Georgetown

Georgetown ©
Georgetown is a home rule-class city in Scott County, Kentucky, in the United States. Let the collections at Ashland: The Henry Clay Estate and Hunt-Morgan House capture your imagination. Step out of the city life by going to Old Friends at Dream Chase Farm and Legacy Trail. Explore the numerous day-trip ideas around Georgetown: Frankfort (New Capitol Building, Daniel Boone's Grave, & more). The adventure continues: explore the different monuments and memorials at Lexington Cemetery, pause for some photo ops at Kentucky Vietnam Veterans Memorial, indulge your thirst for a good beer at West Sixth Brewing, and experience rural life at Claiborne Farm.

To see more things to do, photos, and tourist information, refer to the Georgetown trip itinerary site .

Drive from Berea to Georgetown in an hour. In September, daily temperatures in Georgetown can reach 81°F, while at night they dip to 59°F. Finish your sightseeing early on the 18th (Tue) so you can travel to Cave City.

Things to do in Georgetown

Parks Historic Sites Wildlife

Side Trips

Lexington, Frankfort, Claiborne Farm, Kentucky Bourbon Trail
Highlights from your plan
Old Friends at Dream Chase Farm ©
Old Friends at Dream Chase Farm
Salato Wildlife Education Center ©
Salato Wildlife Education Center
Lexington Cemetery ©
Lexington Cemetery

4
nights
Cave City

Cave City ©
Originally intended as a resort city to serve the Mammoth Cave attraction, Cave City has taken on a life of its own.
Appreciate the collections at Hidden River Cave and American Cave Museum and Historic RailPark and Train Museum. Take a break from the city and head to Diamond Caverns and Fat Man's Misery. Get out of town with these interesting Cave City side-trips: Cub Run Cave (in Cub Run) and Bowling Green (Chaney's Dairy Barn, St. Joseph Catholic Church, & more). There's still lots to do: explore the fascinating underground world of Onyx Cave, stop by Big Mike's Rock and Gift Shop, examine the collection at Dinosaur World, and take an in-depth tour of South Central Kentucky Cultural Center.

For other places to visit, ratings, maps, and tourist information, go to the Cave City trip itinerary builder site .

Traveling by car from Georgetown to Cave City takes 2.5 hours. Due to the time zone difference, you'll gain 1 hour traveling from Georgetown to Cave City. In September, daily temperatures in Cave City can reach 81°F, while at night they dip to 59°F. Wrap up your sightseeing on the 22nd (Sat) early enough to travel to Cadiz.

Things to do in Cave City

Parks Nature Museums

Side Trips

Bowling Green, Fat Man's Misery, Hidden River Cave and American Cave Museum, South Central Kentucky Cultural Center, Cub Run Cave
Highlights from your plan
Diamond Caverns ©
Diamond Caverns
Fat Man's Misery ©
Fat Man's Misery
Aviation Heritage Park ©
Aviation Heritage Park

3
nights
Cadiz

Cadiz ©
Cadiz is a home rule-class city in and the county seat of Trigg County, Kentucky, United States. Escape the urban bustle at Land Between the Lakes NRA, Golden Pond Visitor Center & Planetarium and Kentucky Lake. Paducah Riverwalk and St. Francis de Sales Catholic Church will appeal to history buffs. You'll find plenty of places to visit near Cadiz: Apple Valley Hillbilly Garden and Toyland (in Calvert City) and Paducah (The PAPA Gallery & Kentucky Dam). The adventure continues: contemplate the waterfront views at Lake Barkley.

For maps, photos, other places to visit, and other tourist information, go to the Cadiz trip itinerary planner .

You can drive from Cave City to Cadiz in 2.5 hours. Expect a daytime high around 82°F in September, and nighttime lows around 61°F. Wrap up your sightseeing on the 25th (Tue) to allow time to travel to Bardstown.

Things to do in Cadiz

Parks Historic Sites Nature

Side Trips

Paducah, Land Between the Lakes NRA, Golden Pond Visitor Center & Planetarium, Kentucky Lake, Lake Barkley, Apple Valley Hillbilly Garden and Toyland
Highlights from your plan

5
nights
Bardstown

Bardstown ©
Bardstown is a home rule-class city in Nelson County, Kentucky, in the United States. Museum-lovers will get to explore Conrad-Caldwell House Museum (Conrad's Castle) and Old Bardstown Village Civil War Museum. Get some historical perspective at My Old Kentucky Home and The Abbey of Gethsemani. Venture out of the city with trips to Elizabethtown (Swope's Cars of Yesteryear Museum & Brown-Pusey House), Perryville Battlefield State Historic Site (in Perryville) and Louisville (Jim Beam Urban Stillhouse, Locust Grove, & more). Next up on the itinerary: contemplate the long history of Abraham Lincoln Boyhood Home at Knob Creek, take in the architecture and atmosphere at Basilica of St Joseph Proto-Cathedral, admire the majestic nature at Lincoln Homestead State Park, and brush up on your knowledge of spirits at Limestone Branch Distillery.

To see reviews, other places to visit, and tourist information, read our Bardstown trip builder app .

Traveling by car from Cadiz to Bardstown takes 3 hours. You'll lose 1 hour traveling from Cadiz to Bardstown due to the time zone difference. In September in Bardstown, expect temperatures between 80°F during the day and 58°F at night. On the 30th (Sun), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Bardstown

Historic Sites Museums Nature

Side Trips

Louisville, Elizabethtown, Lincoln Homestead State Park, The Abbey of Gethsemani, Perryville Battlefield State Historic Site
Highlights from your plan
Swope's Cars of Yesteryear Museum ©
Swope's Cars of Yesteryear Museum
The Abbey of Gethsemani ©
The Abbey of Gethsemani

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